NecroX-5 mesylate
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MedKoo CAT#: 561380

CAS#: 1383718-29-3 (mesylate)

Description: NecroX-5 is an inhibitor of necrosis/necroptosis. NecroX-5 has been shown to scavenge mitochondrial reactive oxygen and nitrogen species, and thus preventing necrotic cell death against various kinds of oxidative stress in several tissues, including the brain.


Price and Availability

Size Price Shipping out time Quantity
5mg USD 450 2 Weeks
10mg USD 720 2 Weeks
Inquire bulk and customized quantity

Pricing updated 2020-09-28. Prices are subject to change without notice.

NecroX-5 mesylate, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 561380
Name: NecroX-5 mesylate
CAS#: 1383718-29-3 (mesylate)
Chemical Formula: C27H39N3O9S3
Exact Mass:
Molecular Weight: 645.8
Elemental Analysis: C, 50.22; H, 6.09; N, 6.51; O, 22.30; S, 14.89


Related CAS #: 1120332-90-2 (free base)   1526790-45-3 (HCl)   1383718-29-3 (mesylate)   1526790-48-6 (HBr)   1526790-50-0 (sulfate)  

Synonym: NecroX-5; NecroX 5; NecroX5;

IUPAC/Chemical Name: 5-[(1,1-Dioxido-4-thiomorpholinyl)methyl]-2-phenyl-N-[(tetrahydro-2H-pyran-4-yl)methyl]-1H-indol-7-amine dimesylate

InChi Key: ZWWWDIWEZYRVMB-UHFFFAOYSA-N

InChi Code: InChI=1S/C25H31N3O3S.2CH4O3S/c29-32(30)12-8-28(9-13-32)18-20-14-22-16-23(21-4-2-1-3-5-21)27-25(22)24(15-20)26-17-19-6-10-31-11-7-19;2*1-5(2,3)4/h1-5,14-16,19,26-27H,6-13,17-18H2;2*1H3,(H,2,3,4)

SMILES Code: O=S1(CCN(CC2=CC3=C(NC(C4=CC=CC=C4)=C3)C(NCC5CCOCC5)=C2)CC1)=O.OS(=O)(C)=O.OS(=O)(C)=O


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code:
2934.99.9001


References

1: Park JH, Kim HK, Jung H, Kim KH, Kang MS, Hong JH, Yu BC, Park S, Seo SK, Choi IW, Kim SH, Kim N, Han J, Park SG. NecroX-5 prevents breast cancer metastasis by AKT inhibition via reducing intracellular calcium levels. Int J Oncol. 2017 Jan;50(1):185-192. doi: 10.3892/ijo.2016.3789. Epub 2016 Dec 5. PubMed PMID: 27922686.

2: Kim HI, Paik SS, Kim GH, Kim M, Kim SH, Kim IB. Neuroprotective effect of NecroX-5 against retinal degeneration in rodents. Neuroreport. 2016 Oct 19;27(15):1128-33. doi: 10.1097/WNR.0000000000000666. PubMed PMID: 27541272.

3: Thu VT, Kim HK, Long le T, Thuy TT, Huy NQ, Kim SH, Kim N, Ko KS, Rhee BD, Han J. NecroX-5 exerts anti-inflammatory and anti-fibrotic effects via modulation of the TNFα/Dcn/TGFβ1/Smad2 pathway in hypoxia/reoxygenation-treated rat hearts. Korean J Physiol Pharmacol. 2016 May;20(3):305-14. doi: 10.4196/kjpp.2016.20.3.305. Epub 2016 Apr 26. PubMed PMID: 27162485; PubMed Central PMCID: PMC4860373.

4: Degterev A, Linkermann A. Generation of small molecules to interfere with regulated necrosis. Cell Mol Life Sci. 2016 Jun;73(11-12):2251-67. doi: 10.1007/s00018-016-2198-x. Epub 2016 Apr 5. Review. PubMed PMID: 27048812.

5: Thu VT, Kim HK, Long le T, Nyamaa B, Song IS, Thuy TT, Huy NQ, Marquez J, Kim SH, Kim N, Ko KS, Rhee BD, Han J. NecroX-5 protects mitochondrial oxidative phosphorylation capacity and preserves PGC1α expression levels during hypoxia/reoxygenation injury. Korean J Physiol Pharmacol. 2016 Mar;20(2):201-11. doi: 10.4196/kjpp.2016.20.2.201. Epub 2016 Feb 23. PubMed PMID: 26937217; PubMed Central PMCID: PMC4770111.

6: Kang DH, Kim YH, Kim MK, Kim MS, Chung KJ. Effects of NecroX-5 on the Survival of a Random Pattern Skin Flap in Mice. Arch Plast Surg. 2015 Nov;42(6):789-91. doi: 10.5999/aps.2015.42.6.789. Epub 2015 Nov 16. PubMed PMID: 26618130; PubMed Central PMCID: PMC4659996.

7: Li X, Kwon O, Kim DY, Taketomi Y, Murakami M, Chang HW. NecroX-5 suppresses IgE/Ag-stimulated anaphylaxis and mast cell activation by regulating the SHP-1-Syk signaling module. Allergy. 2016 Feb;71(2):198-209. doi: 10.1111/all.12786. Epub 2015 Nov 23. PubMed PMID: 26456627.

8: Kim SR, Kim DI, Kim SH, Lee H, Lee KS, Cho SH, Lee YC. NLRP3 inflammasome activation by mitochondrial ROS in bronchial epithelial cells is required for allergic inflammation. Cell Death Dis. 2014 Oct 30;5:e1498. doi: 10.1038/cddis.2014.460. PubMed PMID: 25356867; PubMed Central PMCID: PMC4237270.

9: Wang B, Xiao JL, Ling YH, Meng XJ, Wu B, Yang XY, Zou F. BNIP3 upregulation by ERK and JNK mediates cadmium-induced necrosis in neuronal cells. Toxicol Sci. 2014 Aug 1;140(2):393-402. doi: 10.1093/toxsci/kfu091. Epub 2014 May 13. PubMed PMID: 24824807.

10: Lee SR, Lee SJ, Kim SH, Ko KS, Rhee BD, Xu Z, Kim N, Han J. NecroX-5 suppresses sodium nitroprusside-induced cardiac cell death through inhibition of JNK and caspase-3 activation. Cell Biol Int. 2014 Jun;38(6):702-7. doi: 10.1002/cbin.10242. Epub 2014 Feb 5. PubMed PMID: 24446382.

11: Song JJ, Chang J, Choi J, Im GJ, Chae SW, Lee SH, Kwon SY, Jung HH, Chung AY, Park HC, Choi J. Protective role of NecroX-5 against neomycin-induced hair cell damage in zebrafish. Arch Toxicol. 2014 Feb;88(2):435-41. doi: 10.1007/s00204-013-1124-3. Epub 2013 Sep 13. PubMed PMID: 24030356.

12: Park MK, Lee BD, Chae SW, Chi J, Kwon SK, Song JJ. Protective effect of NecroX, a novel necroptosis inhibitor, on gentamicin-induced ototoxicity. Int J Pediatr Otorhinolaryngol. 2012 Sep;76(9):1265-9. doi: 10.1016/j.ijporl.2012.05.016. Epub 2012 Jun 15. PubMed PMID: 22704672.

13: Thu VT, Kim HK, Long le T, Lee SR, Hanh TM, Ko TH, Heo HJ, Kim N, Kim SH, Ko KS, Rhee BD, Han J. NecroX-5 prevents hypoxia/reoxygenation injury by inhibiting the mitochondrial calcium uniporter. Cardiovasc Res. 2012 May 1;94(2):342-50. doi: 10.1093/cvr/cvs122. Epub 2012 Mar 16. Erratum in: Cardiovasc Res. 2012 Jul 1;95(1):134. PubMed PMID: 22425903.